3-(2-Aminoethyl)-1-(2-deoxypentofuranosyl)-5-methylpyrimidine-2,4(1h,3h)-dione

Base Information

• Chemical Name: 3-(2-Aminoethyl)-1-(2-deoxypentofuranosyl)-5-methylpyrimidine-2,4(1h,3h)-dione
• CAS No.: 34387-59-2
• Molecular Formula: C12H19N3O5
• Molecular Weight: 285.2964
• NSC Number: 129944
• DSSTox Substance ID: DTXSID00955940
• Mol file: 34387-59-2.mol

Synonyms:34387-59-2;NSC129944;3-(2-aminoethyl)-1-(2-deoxypentofuranosyl)-5-methylpyrimidine-2,4(1h,3h)-dione;DTXSID00955940;NSC-129944

Chemical Property of 3-(2-Aminoethyl)-1-(2-deoxypentofuranosyl)-5-methylpyrimidine-2,4(1h,3h)-dione

Chemical Property:

• Vapor Pressure: 1.13E-12mmHg at 25°C
• Boiling Point: 513.1°Cat760mmHg
• Flash Point: 264.1°C
• Density: 1.404g/cm³
• XLogP3: -1.9
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 285.13247072
• Heavy Atom Count: 20
• Complexity: 439

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CN(C(=O)N(C1=O)CCN)C2CC(C(O2)CO)O

Technology Process of 3-(2-Aminoethyl)-1-(2-deoxypentofuranosyl)-5-methylpyrimidine-2,4(1h,3h)-dione

There total 7 articles about 3-(2-Aminoethyl)-1-(2-deoxypentofuranosyl)-5-methylpyrimidine-2,4(1h,3h)-dione which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

C24H47N3O5Si2 → 3-(2-aminoethyl)thymidine (34387-59-2)

Guidance literature:

With hydrogenchloride; In ethanol; at 20 ℃; for 12h;

DOI:10.1016/j.jorganchem.2018.05.009

Reference yield: 95.0%

2-(2-(2,3-dihydro-3-((2R,4S,5R)-tetrahydro-4-hydroxy-5-(hydroxymethyl)furan-2-yl)-5-methyl-2,6-dioxopyrimidin-1(6H)-yl)ethyl)isoindoline-1,3-dione (1253522-29-0) → 3-(2-aminoethyl)thymidine (34387-59-2)

Guidance literature:

With hydrazine; In ethanol; at 20 ℃; for 16h;

DOI:10.1002/cmdc.201000196

Reference yield: 81.0%

3-(2-N-Boc-aminoethyl)-3',5'-bis-O-(tert-butyldimethylsilanyl)thymidine (1073341-67-9) → 3-(2-aminoethyl)thymidine (34387-59-2)

Guidance literature:

With hydrogenchloride; In methanol; water; at 20 ℃; for 6h;

DOI:10.1021/jm800530p

upstream raw materials:

3-(2-N-Boc-aminoethyl)-3',5'-bis-O-(tert-butyldimethylsilanyl)thymidine

2-(2-(2,3-dihydro-3-((2R,4S,5R)-tetrahydro-4-hydroxy-5-(hydroxymethyl)furan-2-yl)-5-methyl-2,6-dioxopyrimidin-1(6H)-yl)ethyl)isoindoline-1,3-dione

thymidine

3-(2-cyanoethyl)thymidine